JP2002256214A - Coating composition and article coated with the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a coating composition capable of forming films having excellent peelability, durability, nontransferability, stain resistance etc., and an article coated with the composition on various kinds of subsrates. SOLUTION: This coating composition is characterized by comprising a composite polymer obtained by reacting an organopolysiloxane represented by general formula (1) [R<1> 's are each mutually independently a 1-24C hydrocarbon group, a hydroxy group, a 1-5C alkoxy group or a trimethylsiloxy group; Q is a group selected from an amino group and an ammonium group; R<2> 's are each mutually independently the same as those defined in the above- mentioned R<1> or Q; x and y are each an integer of >=0 and in 0<=x+y<=2,000 with the proviso that when y is 0, at least one of R<2> 's is Q].

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a coating composition and a coated article obtained by applying the coating composition, and more particularly, to a coating composition having a releasable property on the surface of various substrates such as plastics, wood, metal, concrete and stone. The present invention relates to a coating composition capable of forming a film having excellent durability, non-transfer properties, stain resistance and the like, and a coated article obtained by applying or spraying the coating composition.

[0002]

2. Description of the Related Art Conventionally, various base materials such as plastics, wood, metal, concrete and stone have been used for building materials, automobiles, ships, ink ribbons, magnetic tapes, magnetic disks and optical disks. Various paints are used as paints applied for the purpose of protecting the surface of a base material or the like. The coating film is required to have properties such as releasability, durability, non-transferability, and stain resistance, but in recent years, higher performance has been required.

[0003]

SUMMARY OF THE INVENTION An object of the present invention is to provide a coating having excellent releasability, durability, non-transfer properties and stain resistance on the surface of various substrates in view of the problems of conventional coatings. An object of the present invention is to provide a coating composition that can be formed, and a coated article obtained by applying the coating composition.

[0004]

Means for Solving the Problems The present inventors have conducted intensive studies to solve the above problems, and as a result, they have been obtained by reacting a specific organic polysiloxane having an amino group or an ammonium group with an anionic polymer. To find out that a coating composition containing a composite polymer as a main component forms a film having excellent release properties, durability, non-transfer properties, and stain resistance on various substrates, and to complete the present invention. Reached.

That is, according to the first aspect of the present invention,
An organic polysiloxane represented by the following general formula (1):
A coating composition comprising a composite polymer obtained by reacting with an anionic polymer is provided.

General formula 1:

Embedded image[Wherein, R¹Are carbon atoms each independently having 1 to 24 carbon atoms.
Hydride, hydroxyl, alkoxy having 1 to 5 carbon atoms
Q represents a general formula: -R³X ｛where R³Is a direct bond or one having 2 to 6 carbon atoms
X represents an alkylene group and X is of the formula:-(NR
⁴R⁵) ENR⁴ ₂,-(NR⁴R⁵) EN⁺R⁴ ₂A
⁻And-(NR⁴R⁵) EN (R⁴) COR⁶(R⁴
Are independently of each other hydrogen or C 1 -C 4
Represents an alkyl group of⁵Is an aralkyl having 2 to 6 carbon atoms
Represents a alkylene group, R⁶Is an alkyl having 1 to 4 carbon atoms
Represents a kill group; ⁻Is Cl⁻, Br⁻, I⁻Or R⁷
COO⁻And R⁷Is a hydrogen atom group or 1 carbon atom
And e represents an integer of 0 to 6
Represents a group selected from the group consisting of
Represents a group represented by²Is independently of each other R¹Or to Q
Represents the same meaning as defined, and x and y
The deviation is also an integer of 0 or more, and 0 ≦ x + y ≦ 2000
However, if y = 0, R²At least one of
Q. ]

Further, according to the second aspect of the present invention, the first aspect
In the invention, the composite polymer is an organic polysiloxane 1
20 to 5000 anionic polymer per 100 parts by weight
A coating composition characterized by being obtained by reacting at a ratio of parts by weight is provided.

According to the third aspect of the present invention, the first aspect is provided.
In the invention of the second aspect, the coating composition is provided, wherein the anionic polymer is a copolymer of an alkyl maleate and an alkyl methacrylate.

Further, according to a fourth aspect of the present invention, in the invention according to any one of the first to third aspects of the present invention, the composite polymer is further converted into a neutralized composite polymer by an alkaline compound. A coating composition characterized by being modified is provided.

Further, according to a fifth aspect of the present invention, in the fourth aspect of the present invention, the neutralization degree of the neutralized composite polymer is determined by mixing the neutralized composite polymer with a mixed solvent of ethanol and water ( (A weight ratio of 1:10) to provide a coating composition having a pH of 4 to 10 when dissolved in a 5% by weight solution.

Further, according to a sixth aspect of the present invention, there is provided a coating composition according to any one of the first to fifth aspects of the present invention, further comprising a solvent. Is provided.

According to a seventh aspect of the present invention, the coating composition according to any one of the first to sixth aspects of the present invention is applied to the surface of a substrate with or without an undercoat. And a coated product having excellent releasability, durability, non-transfer properties, and stain resistance, which is obtained by applying a (cured) coating film to the coating composition.

Further, according to an eighth aspect of the present invention, the coating composition according to any one of the first to sixth aspects of the present invention is applied to the surface of a surface protective film of a printed circuit board document,
There is provided a method of obtaining a release layer for preventing adhesion of a solder resist or a photoresist by curing.

Further, according to a ninth aspect of the present invention, there is provided a method for obtaining an adhesion-preventing release layer according to the eighth aspect of the present invention, wherein the method is applied by spraying.

Further, according to a tenth aspect of the present invention,
A surface protection film for a printed circuit board document having a release layer obtained by the method according to the eighth or ninth aspect of the present invention is provided.

[0016]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.

1. Organic Polysiloxane The organic polysiloxane used in the present invention is an organic polysiloxane represented by the general formula (1) and having at least one amino group or ammonium group in one molecule.

General formula 1:

Embedded image[Wherein, R¹Are carbon atoms each independently having 1 to 24 carbon atoms.
Hydride, hydroxyl, alkoxy having 1 to 5 carbon atoms
Q represents a general formula: -R³X ｛R³Is a direct bond or an alkyl having 2 to 6 carbon atoms
And X represents the following formula:-(NR⁴R⁵) EN
R⁴ ₂,-(NR⁴R⁵) EN⁺R⁴ ₃A⁻And-
(NR⁴R⁵) EN (R⁴) COR⁶(R⁴Is German
Standing hydrogen or alkyl having 1 to 4 carbon atoms
R represents a group⁵Is an alkylene group having 2 to 6 carbon atoms
And R⁶Represents an alkyl group having 1 to 4 carbon atoms.
A⁻Is Cl⁻, Br⁻, I⁻Or R⁷COO⁻To
Represents, R⁷Is a hydrogen atom group or a carbon atom having 1 to 6 carbon atoms.
Represents a hydrogen radical and e represents an integer from 0 to 6)
Represents a group selected from the group consisting of
Then R²Is independently of each other R ¹Or defined in Q
Represent the same meaning as x and y are both 0
Is an integer of 0 or more and 0 ≦ x + y ≦ 2000,
However, if y = 0, R²At least one is a Q
You. ]

The group R ¹ in the above formula is a hydrocarbon group having 1 to 24 carbon atoms, for example, an alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, an octyl group, a dodecyl group, a phenyl group ( Hereinafter, also referred to as -Ph), a tolyl group [-Ph (CH ₃ )], a xylyl group [-Ph (C
H _{3) 2],} phenethyl group _{[-C 2} H 4 Ph], and an aromatic group such as tolyl ethylene group _{[-C 2 H 4 Ph (CH} 3)]. It is preferably a methyl group or an ethyl group, particularly preferably a methyl group, or a trimethylsiloxy group [—OSi (CH ₃ ) ₃ ]. In addition, the groups R ¹ in the molecule may be the same or different. Group Q in the above formula is a group represented by -R 3 ^X as described above, it may be mentioned the following groups or the like as a specific example:

General formula (2):

Embedded image

General formula (3):

Embedded image

General formula (4):

Embedded image

Formula (5):

Embedded image

General formula (6):

Embedded image

General formula (7):

Embedded image

General formula (8):

Embedded image

General formula (9):

Embedded image

General formula (10):

Embedded image

Each of x and y in the above formula is an integer of 0 or more, and 0 ≦ x + y ≦ 2000, more preferably 5 ≦ x + y ≦ 500, and particularly preferably 10 ≦ x
+ Y ≦ 200. If the ratio is out of this range, the composite polymer which is a reaction product with the anionic polymer tends to gel, and the stability of the coating composition is deteriorated, and the transparency of the coating film is deteriorated. A more preferable range of y is y ≦ 50.
0, more preferably y ≦ 100, most preferably y ≦
50.

2. Anionic polymer Examples of the anionic polymer used in the present invention include the following (A) to (E). (A) A homo- or copolymer of acrylic acid or methacrylic acid or salts thereof. (B) copolymers of acrylic acid or methacrylic acid with one or more of monoethylene monomers, for example, ethylene, styrene, vinyl esters, acrylates or methacrylates; (C) (i) One or more of acrylic or methacrylic acids, (ii) one or more of monoethylene monomers such as ethylene, styrene, vinyl esters, acrylates or methacrylates, and (iii) vinyl lactams Copolymers comprising one or more monomers selected from alkylallyl or methallyl esters of C6-C22, optionally polyoxyalkylenated, vinyl acetate and N-alkyl (C3-C10) acrylamides;

(D) Copolymers derived from C ₄ -C ₈ monounsaturated carboxylic acids or anhydrides: (i) one or more maleic, fumaric or itaconic acids, or anhydrides thereof, and (ii) A) copolymers containing at least one monomer selected from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives or acrylic acid and its esters, wherein the anhydride functional groups of these copolymers are monoesterified or monoamidated. May be. In their chains (i) one or more maleic acid, citraconic acid or itaconic anhydride and (ii) vinylpyrrolidone, methacrylic acid, acrylic acid, acrylic or methacrylic ester, acrylamide, methacrylamide or α-olefin In copolymers containing one or more monomers selected from allyl or methallyl esters which may contain one or more groups, the anhydride functional groups of these copolymers may be monoesterified or monoamidated Good. (E) Polyacrylamide containing carboxylate groups. The polymer containing a sulfo group is a polymer containing units of vinylsulfonic acid, styrenesulfonic acid, naphthalenesulfonic acid or acrylamidoalkylsulfonic acid.

These polymers can in particular be selected from: vinylpyrrolidone, and copolymers having unsaturated monomers such as vinyl ethers, acrylamide or derivatives thereof, and acrylic or methacrylic acid and their esters, And about 1000-
Polyvinyl sulfonate having a weight average molecular weight of 100,000. Specifically, Plus Size L-53 (trade name, manufactured by Ryo Kagaku Co., Ltd.), Plus Size L-6637
G (trade name, manufactured by Yoyo Kagaku Co., Ltd.), Anisset BEM
Commercially available products such as -42S (trade name, manufactured by Osaka Organic Chemical Industry Co., Ltd.) and Aniset HS-3000 (trade name, manufactured by Osaka Organic Chemical Industry Co., Ltd.) can be used.

3. Composite Polymer The composite polymer used in the coating composition of the present invention is obtained by reacting the aforementioned organic polysiloxane of the general formula (1) with an anionic polymer. The outline of the production method will be described below, but the present invention is not limited to this production method alone. First, 20 to 5000 of the anionic polymer is added to 100 parts by weight of the organic polysiloxane.
Allow parts by weight to react. If the amount of the polysiloxane is less than the above range, the releasability and stain resistance become insufficient, and if the amount of the polysiloxane is more than the above range, the coating strength and the non-transfer property become insufficient. Reaction is 30-150
Achieved by conditions at 10 ° C. for 10 minutes to 5 hours. The reaction may be performed in a solvent. Examples of usable solvents include water; alcohols such as methanol, ethanol, isopropanol, t-butanol, ethylene glycol and 1-methoxy-2-ethanol; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone; diethyl ether; Ethers such as dibutyl ether, tetrahydrofuran and dioxane; esters such as ethyl acetate and isobutyl acetate; aromatics such as toluene and xylene; hydrocarbons such as n-hexane and cyclohexane; N, N-dimethylformamide, acetonitrile and the like Nitrogen compounds and sulfur compounds such as dimethylsulfoxide; cyclic dimethylpolysiloxane.
Particularly, water, lower alcohol or a mixture of water and lower alcohol is preferred.

4. Neutralized Composite Polymer Next, the reaction product (composite polymer) is preferably neutralized to an appropriate pH with an alkaline compound, and a neutralized composite polymer is obtained. A preferable pH range is 4 to 10, particularly 5 to 9 when a 5% by weight solution is prepared with a mixed solvent of ethanol / water = 1/10 (weight ratio). Thereby, storage stability can be further improved. The alkaline compound used for the neutralization is not particularly limited, but 2-amino-2-methylpropanol, 2-amino-2-methyl-1,3-propanediol or triisopropanolamine can be used. Amino-2-methylpropanol is preferred.

5. Coating Composition The coating composition of the present invention contains the above-mentioned composite polymer or neutralized composite polymer as a main component, but can also be dissolved in a solvent. Solvents that can be used include those used in the above reaction, other, trichlorofluoromethane,
Fluorinated hydrocarbons such as dichlorodifluoromethane and dichlorotetrafluoroethane; chlorinated fluorocarbons; and lower hydrocarbons such as propane, n-butane and isobutane (L
Liquid gases such as PG) and carbon dioxide can also be used.
In the coating composition of the present invention, additives which are mixed in a usual coating composition can be added to such an extent that the effects of the present invention are not impaired. For example, silicone compounds (eg, dimethylpolysiloxane, dimethylmethylphenylpolysiloxane, dimethyldiphenylpolysiloxane, amino-modified dimethylpolysiloxane, epoxy-modified dimethylpolysiloxane, epoxy-modified dimethylpolysiloxane, etc.) in various forms (eg, oil, resin, gum, rubber, powder, etc.) Ether-modified dimethylpolysiloxane, polycaprolactone-modified dimethylpolysiloxane, α-olefin-modified dimethylpolysiloxane, carboxyl-modified dimethylpolysiloxane, etc., surfactants (eg, alkyl benzene sulfonate, polyoxyalkylene alkyl sulfate, alkyl sulfate, Alkanesulfonates, alkylethoxycarboxylates, succinic acid derivatives, alkylamine oxides, imidazoline-type compounds, polyoxyethylene Alkyl or alkenyl ethers, polyoxyethylene alkylphenyl ethers, higher fatty acid alkanolamides or alkylene oxide adducts thereof, and polymer compounds other than the composite polymer of the present invention (eg, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, methyl cellulose) Cationized cellulose, cationized polymer, sodium poly (2-acrylamido-2-methylpropanesulfonate), cationic resins and acrylic resins disclosed in JP-A-5-310538, polyamide, polyester, polyimide, polystyrene, Phenolic resin, alkyd resin, etc.), antioxidants, ultraviolet absorbers, dyes, pigments, pigments, preservatives, fixing agents, etc. The coating composition of the present invention It is possible to form a (cured) film by applying it to the surface of various substrates with or without an undercoat paint, and it has excellent release properties, durability, non-transfer properties, stain resistance, etc. In addition, a coating method can be used, and the coating method is not limited, and a conventional method can be used, for example, a brush, a bar coder, or a spray can be used.
The coating composition of the present invention is particularly excellent in storage stability. In particular, when applied to the surface of a surface protection film of a printed circuit board document, a suitable release layer for preventing the adhesion of a photoresist or a solder resist can be obtained. In that case, it is preferable to apply by spraying in terms of work efficiency.

6. Painted article The coated article of the present invention is obtained by coating the coating composition of the present invention with various substrates,
For example, various base materials used for building materials, automobiles, ships, ink ribbons, magnetic tapes, magnetic disks, optical disks, and surface protection films of printed circuit board documents (for example,
Plastics, wood, metal, concrete, stone, etc.) with or without a primer. The coated article of the present invention is excellent in properties such as releasability, durability, non-transfer properties, and stain resistance. As a surface protection film for a printed circuit board document, an undercoat layer and a resist adhesion preventing layer are provided in this order on one side of the transparent support, an adhesive layer is provided on the other side, and a release film layer is further provided as an optional layer. The one having a laminated film structure provided is exemplified. As the transparent support, a transparent plastic film such as polyethylene terephthalate, polycarbonate, polypropylene, polyethylene, polyvinyl chloride, polyethylene naphthalate, polystyrene, poly (4-methylpentene-1), and polymethyl methacrylate is used. . The undercoat layer contains a saturated copolymerized polyester resin binder as a main component, calcium carbonate, magnesium carbonate, silica, aluminum hydroxide, magnesium hydroxide, kaolin clay, talc,
It is formed from a composition obtained by adding synthetic resin fine particles and the like. The resist adhesion preventing layer is formed from the coating composition according to any one of claims 1 to 6 of the present invention. The adhesive layer
It is formed from an acrylic adhesive, a polyisobutylene adhesive, a rubber adhesive, or the like. The release film layer is obtained by subjecting a surface of a plastic film, paper, or the like to a release treatment. The thickness of each layer is 1 to 100 μm, preferably 4 to 12 μm for the transparent support, and 0.02 to 4.0 μm for the undercoat layer.
m, preferably 0.2 to 2.0 μm, and the resist adhesion preventing layer is 0.05 to 5.0 μm, preferably 0.1 to 2.0 μm.
μm, the adhesive layer is 0.5-20 μm, preferably 2-4 μm
m.

[0037]

EXAMPLES Next, the present invention will be described specifically with reference to examples. However, the present invention is not limited to these examples, and all embodiments utilizing the technical concept of the present invention are described in the following. It is within the scope of the invention. In the following examples, a synthesis example of a neutralized composite polymer which is a main component of the coating composition will be described first, and thereafter, evaluation of each property of the coating composition containing the neutralized composite polymer will be described. The results will be described.

Synthesis example of neutralized composite polymer

[0039]Synthesis Example 1  Anionic polymer solution (aniset BEM-42S
(Trade name), manufactured by Osaka Organic Chemical Industry Co., Ltd., maleic acid
Alkyl monoester and alkyl methacrylate
Value of a 50% ethanol solution of a copolymer with
130 KOHmg / g) 24 parts by weight of ethyl alcohol
The mixture was added to 73 parts by weight and dissolved at room temperature with stirring. Next
In addition, an amino group-containing polymer represented by the following general formula (11)
3 parts by weight of siloxane was added and mixed with stirring at room temperature.

General formula (11):

Embedded image Further, the mixture was heated and refluxed at 80 ° C. for 3 hours while stirring under a nitrogen gas atmosphere to obtain an ethanol solution of the composite polymer. Under the following measurement conditions, p was added to the obtained composite polymer solution.
2-Amino-2-propanol was added and stirred so that H became 8, to obtain a neutralized composite polymer solution (1). (PH measurement conditions) Composite polymer solution and 2-amino-2
A mixture of a propanol solution mixture and a mixed solvent (ethanol / water = 1/10 (weight ratio)) at a weight ratio of 5/95 was prepared, and pH (25 ° C.) was measured.

[0041]Synthesis Example 2  The same anionic polymer solution 2 used in Synthesis Example 1
Add 4 parts by weight to 73 parts by weight of ethyl alcohol, and add
To dissolve. Then, the following general formula (1)
Ammonium group-containing polysilicon represented by 2)
3 parts by weight of xan was added and mixed with stirring at room temperature.

Formula (12):

Embedded image Further, the mixture was heated and refluxed at 80 ° C. for 3 hours while stirring under a nitrogen gas atmosphere to obtain an ethanol solution of the composite polymer. This was adjusted to pH 8 in the same manner as in Synthesis Example 1 to obtain a neutralized composite polymer solution (2).

[0043]Synthesis Example 3  The same anionic polymer solution 2 used in Synthesis Example 1
Add 4 parts by weight to 73 parts by weight of ethyl alcohol, and add
To dissolve. Then, the following general formula (1)
3 parts by weight of the amino group-containing polysiloxane represented by 3)
The mixture was added and mixed with stirring at room temperature.

General formula (13):

Embedded image Further, the mixture was heated and refluxed at 80 ° C. for 3 hours while stirring under a nitrogen gas atmosphere to obtain an ethanol solution of the composite polymer. This was adjusted to pH 8 in the same manner as in Synthesis Example 1 to obtain a neutralized composite polymer solution (3).

[0045]Adjustment of the mixture for comparison  The same anionic polymer solution 2 used in Synthesis Example 1
Add 4 parts by weight to 73 parts by weight of ethyl alcohol, and add
To dissolve. Then, the following general formula (1)
3 parts by weight of the polysiloxane represented by 4) is added,
With stirring.

General formula (14):

Embedded image Further, the mixture was heated and refluxed at 80 ° C. for 3 hours while stirring under a nitrogen gas atmosphere. The obtained solution was adjusted to pH 8 in the same manner as in Synthesis Example 1 to obtain a comparative mixture.

[0047]Preparation and evaluation of coating compositions Preparation of paint composition  Make sure that the following components are thoroughly mixed with each other.
And prepared by The resulting coating composition was designated as coating A.
You. Component Blended amount (% by weight) Neutralized composite polymer solution (1) 10 Ethanol 30 Water 60 Also, neutralized composite polymer solution in the coating composition
Prepare paint B by changing (1) to neutralized composite polymer solution (2).
Made. Similarly, neutralize the composite polymer solution (1)
Paint C was prepared in place of the molecular solution (3). In addition,
Mixing neutralized composite polymer (1) in coating composition for comparison
Adjust the paint D, which is a comparative product, by changing the product, and neutralize the paint A
Anion used in Example 1 instead of composite polymer (1)
Mix the components of the following composition thoroughly using a conductive polymer solution
Thus, a paint E as a comparative product was prepared. Ingredients Amount (wt%) Anionic polymer solution 3 Ethanol 32 Water 65

[0048]Formation of coating film  Polyethylene terephthalate film 2 (Lumilar: East
Paints A to C and comparative products 1 and 2 on one side of
Apply evenly, dry at 50 ° C for 1 hour.
Formed.

[0049]Transferability  Coating surface and untreated polyethylene terephthalate fill
(PET film), and add 40g / c
m², And allowed to stand at 120 ° C for 1 hour.
Then, draw an image on the PET film side with Magic (registered trademark).
Visually assess the repellency of the repellency and add
The presence or absence of transfer to a tick film was confirmed. Magic drawing
If there was no cissing on the line, "○"
Is indicated as “×”.

[0050]Releasability  To check the release effect of the coating film, use an adhesive tape (Nitto)
Polyester 31b: Nitto Denko Corporation)
180 ° at a peeling speed of 300 mm / min.
The peel force was measured by Tensilon. Peeling force at this time
But 1g / inch to 60g / inch
"○", those that were 60 g / inch or more were marked "X"
did.

[0051]Persistence of mold release  To check the durability of the release effect of the coating,
The wiping operation was performed 100 times using denatured alcohol.
Later, the adhesive tape (Nitto polyester 31b: Nitto)
Denkosha) on the surface of the coating film, peeling speed 300m
180 ° peeling force at m / min
Measured. The peeling force at this time is 1 g / inch to 60
g / inch was changed to “○”, 60 g / inch
Those that were described above were evaluated as "x". These evaluation results
It is shown in Table 1.

[0052]

[Table 1]

[0053]Preparation and evaluation of coating composition 2 (spray
-) Preparation of paint composition  Make sure that the following components are thoroughly mixed with each other.
And prepared by The resulting coating composition was designated as coating F.
You. Component Compounding amount (% by weight) Composite polymer (1) 5 Ethanol 30 LPG 65 Further, neutralized composite polymer (1) in the above coating composition was
Paint G was prepared in place of the neutralized composite polymer (2). As well
Change neutralized composite polymer (1) to neutralized composite polymer (3)
Thus, paint H was prepared. Further, in the above coating composition,
The composite polymer (1) was replaced with a comparative mixture to obtain a comparative product.
Paint I and adjust the neutralization complex polymer (1) for paint F
Instead, the anionic polymer solution used in Example 1 was used.
By thoroughly mixing the components of the following composition
The coating material J was adjusted. Component Blended amount (% by weight) Anionic polymer solution 1.5 Ethanol 33.5 Water 65

[0054]Formation of coating film  Polyethylene terephthalate film 2 (Lumilar: East
Paints A to C and comparative products 1 and 2 on one side of
Spray evenly, dry at 50 ° C for 1 hour, apply
A film was formed.

[0055]Evaluation of coating film  Evaluate transferability, releasability and releasability by the above method
The results are shown in Table 2.

[0056]

[Table 2]

[0057]

As described in detail above, the coating composition of the present invention is excellent in storage stability and excellent in release property, durability, non-transfer property and stain resistance on the surface of various substrates. It is possible to form a thin film. Therefore, the coating composition of the present invention, building materials, automobiles, ships, ink ribbons, magnetic tape,
It can be suitably used for coating various substrates such as plastics, wood, metal, concrete and stone used for magnetic disks, optical disks and photomasks, and can provide coated articles having excellent properties. It is an excellent thing that has never been done. In particular, when applied to the surface of a surface protection film of a printed circuit board document, a suitable release layer for preventing the adhesion of a photoresist or a solder resist can be obtained.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI theme coat ゛ (reference) C09D 135/02 C09D 135/02 201/00 201/00 F term (reference) 4D075 CA07 CA34 DC22 EB43 4J035 CA181 CA191 GA02 GB01 LA08 LB01 4J038 CG012 CG142 DL081 GA02 GA03 GA06 GA09 GA12 GA13 JA02 JA05 JA08 JA20 JA25 JA26 JA33 JA56 JB13 JB18 NA05 NA10 NA11 PA07 PA19 PB07 PB09 PC02 PC03 PC04 PC06 PC08

Claims (10)

[Claims] 1. A coating composition comprising a composite polymer obtained by reacting an organic polysiloxane represented by the following general formula (1) with an anionic polymer. General formula 1: [In the formula, R ¹ independently represents a hydrocarbon group having 1 to 24 carbon atoms, a hydroxyl group, an alkoxy group having 1 to 5 carbon atoms or a trimethylsiloxy group, and Q represents a general formula: —R ³ X} Wherein R ³ represents a direct bond or an alkylene group having 2 to 6 carbon atoms, and X represents the following formula: — (NR
_{^{4 R 5) eNR 4 2,}} - (NR 4 R 5) eN + R 4 3 A
^{— And} — (NR ⁴ R ⁵ ) eN (R ⁴ ) COR ⁶ (R ⁴
Are independently of each other hydrogen or C 1 -C 4
R ⁵ represents an alkylene group having 2 to 6 carbon atoms, R ⁶ represents an alkyl group having 1 to 4 carbon atoms, and A ⁻ represents Cl ⁻ , Br ⁻ , I ⁻ or R ^7.
COO ^- represents, ^{R 7} is 1 number hydrogen atom group or a carbon atom
It represents a 6 hydrocarbon group, and e is 0 to represent a group represented by represents a group selected from the group consisting of representing) an integer of 6}, R ² is the R ¹ or independently of one another Q has the same meaning as defined above, and x and y are each an integer of 0 or more and 0 ≦ x + y ≦ 2000, provided that when y = 0, at least one of R ² is Q It is. ] 2. The composite polymer is an organic polysiloxane 10
The coating composition according to claim 1, wherein the coating composition is obtained by reacting 20 to 5000 parts by weight of an anionic polymer with respect to 0 parts by weight. 3. The coating composition according to claim 1, wherein the anionic polymer is a copolymer of an alkyl maleate and an alkyl methacrylate. 4. The coating composition according to claim 1, wherein the composite polymer is further modified into a neutralized composite polymer by an alkaline compound. 5. The neutralization degree of the neutralized composite polymer is determined by mixing the neutralized composite polymer with a mixed solvent of ethanol and water (weight ratio: 1:10).
At a pH of 4 to 10 when dissolved in a 5% by weight solution.
The coating composition according to claim 4, wherein 6. The coating composition according to claim 1, further comprising a solvent. 7. The coating composition according to any one of claims 1 to 6, which is applied to the surface of a base material with or without an undercoat paint to form a (cured) coating film. A coated article having excellent releasability, durability, non-transferability and stain resistance, characterized by being made of: 8. A method for obtaining a release layer for preventing the adhesion of a solder resist or a photoresist by applying and curing the coating composition according to claim 1 on the surface of a surface protective film of a printed circuit board original. 9. The method for obtaining an adhesion preventing release layer according to claim 8, wherein the method is applied by spraying. 10. A surface protection film for a printed circuit board document having a release layer obtained by the method according to claim 8.